Pyridine → 19-Trimethylsiloxy-4-androstene-3,17-dione

Participants

Reaction Steps

A mixture of 19-hydroxy-4-androstene-3,17-dione, trimethylchlorosilane and pyridine is refluxed in benzene for a period of 18 hours. The resulting suspension is filtered, the volatiles removed in vacuo and concentrated to a yellow oil. The oil is placed upon a silica gel chromatographic column packed in chloroform and eluted with chloroform. The chloroform eluate is evaporated to dryness in vacuo and the residue is recrystallized twice from hexane to yield the desired 19-(trimethylsiloxy)-4-androstene-3,17-dione.

Provenance & Evidence